US20120174940A1 - Hair treatment composition - Google Patents
Hair treatment composition Download PDFInfo
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- US20120174940A1 US20120174940A1 US13/418,892 US201213418892A US2012174940A1 US 20120174940 A1 US20120174940 A1 US 20120174940A1 US 201213418892 A US201213418892 A US 201213418892A US 2012174940 A1 US2012174940 A1 US 2012174940A1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/04—Preparations for permanent waving or straightening the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5424—Polymers characterized by specific structures/properties characterized by the charge anionic
Definitions
- This invention relates to a hair treatment composition, and more particularly relates to a hair treatment composition that can be used favorably for permanent waving (“perming”) agents, hair straightening agents used in straight perms and the like, or retexturizing agents which are used on human head hair, such as those that are a cold two-part type, a hot two-part type, a two-part type that heats up when mixed at the time of use, and so forth.
- perming permanent waving
- hair straightening agents used in straight perms and the like
- retexturizing agents which are used on human head hair, such as those that are a cold two-part type, a hot two-part type, a two-part type that heats up when mixed at the time of use, and so forth.
- a typical method used in the past to give hair a wave or to apply a straight perm was to break up the cystine bonds of hair keratin by using a first agent whose main component was a reducing agent such as a thioglycolate or cysteine, and then reform the cystine bonds with a second agent whose main component was an oxidant such as bromate of hydrogen peroxide. Because this hair treatment involved oxidation and reduction, the permed hair was prone to damage, dry or rough, and lacked smoothness.
- a first agent whose main component was a reducing agent such as a thioglycolate or cysteine
- Hair that has been damaged does not feel good to the touch, and instead feels dry or stiff, and also lacks sheen.
- a cationic cream type of first agent is readily adsorbed by the hair, which means that it takes a long time to rinse out the first agent in the intermediate rinse (when the first agent is washed out with the hair still wound around rods), or the first agent is not completely washed out and hinders the penetration of the second agent into the hair in the next step, which results in problems such as the resulting hair being flat, with no bounce, or the perm being unevenly applied.
- a cream base itself adheres well to the hair and is used in perming (both wave and straight types), but if the cream is adjusted to a high enough viscosity that it will not drip off when applied, it takes a long time for the chemical to penetrate into the hair, or the hair absorbs too much of the moisture from the cream while the cream is left on (the cream is left on for a specific time after being applied to the hair), so that the cream dries out and loses most of its original perming effect, or damages the hair.
- the present invention provides a hair treatment composition, comprising (a) a long-chain acylsulfonate type of anionic surfactant expressed by the following General Formula I:
- R 1 CO— is a saturated or unsaturated fatty acid residue (acyl group) with an average carbon number of 10 to 22;
- X is —O— or —NR— (wherein R is a hydrogen atom or an alkyl group with a carbon number of 1 to 3);
- M 1 is a hydrogen atom, an alkali metal, an alkaline earth metal, ammonium, or an organic amine; and n is an integer from 1 to 3
- the long-chain acylsulfonate type of anionic surfactant serving as component (a) is expressed by the following General Formula I:
- R 1 CO— is a saturated or unsaturated fatty acid residue (acyl group) with an average carbon number of 10 to 22,
- R 1 CO include C 11 H 23 CO, C 12 H 25 CO, C 13 H 27 CO, C 14 H29CO, C 15 H 33 CO, C 16 H 33 CO, C 17 H 35 CO, coconut fatty acid residues, and palm fatty acid residues. From standpoints such as safety, it is preferable for R 1 CO to have an average carbon number of 12 to 22.
- X is —O— or —NR— (wherein R is a hydrogen atom or an alkyl group with a carbon number of 1 to 31. These are electron-donating groups.
- X is preferably —O—, —NH—, or —N(CH 3 )—.
- M 1 is a hydrogen atom, an alkaline earth metal, ammonium, or an organic amine.
- M 1 include lithium, potassium, sodium, calcium, magnesium, ammonium, monoethanolamine, diethanolamine, triethanolamine, taurine sodium, and N-methyltaurine sodium.
- n is an integer from 1 to 3.
- Examples of compounds serving as component (a) in which X is —O— in the above General Formula I, that is, of long-chain acylisethionate type anionic surfactants, include cocoyl isethionates, steroyl isethionates, lauryl isethionates, and myristyl isethionates.
- Examples of compounds in which X is —NH— in the above General Formula I, that is, of long-chain acyltaurine salt type anionic surfactants, include N-lauroyltaurine salts, N-cocoyl-N-ethanoltaurine salts, N-myristoyltaurine salts, N-stearoyltaurine salts.
- Examples of compounds in which X is —N(CH 3 )— in the above General Formula I, that is, of long-chain acylmethyltaurine salt type anionic surfactants, include N-lauroyl-N-methyltaurine salts, N-palmitoyl-N-methyltaurine salts, N-steroyl-N-methyltaurine salts, and N-cocoyl-N-methyltaurine salts.
- component (a) is particularly favorable for component (a) to be an N-steroyl-N-methyltaurine salt.
- Component (a) can be a single compound or a combination of two or more types.
- the higher alcohol serving as component (b) is preferably a higher alcohol with a carbon number of 12 to 22 having a linear or branched alkyl chain.
- component (b) include lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetosteryl alcohol, and other such straight-chain alcohols, and monostearyl glyceryl ether (batyl alcohol), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldecanol, and other such branched alcohols.
- Component (b) can be a single compound or a combination of two or more types.
- the combined amount of component (a) and component (b) in the composition of the present invention is 0.5 to 10 weight. If the combined amount of component (a) and component (b) is less than 0.5 weight, there will be a problem with dripping when the composition is applied, but if 10 weight % is exceeded the composition will be difficult to rinse out and it will be difficult to obtain a wave with good bounce.
- component (b)/component (a) 2 to 10 (molar ratio), and preferable 2 to 8 (molar ratio). If the molar ratio of component (b) to component (a) is less than 2, there will be problems with dripping, but if this molar ratio is over 10 the composition will be difficult to rinse out and it will be difficult to obtain a wave with good bounce.
- anionic polymer serving as component (c) examples include sodium polyacrylate, sodium carboxymethyl cellulose, alkyl acrylate/methacrylate copolymers, acrylic resin emulsions, gum arabic, carrageenan, xanthan gum, polyacrylic acid emulsified mixtures, and agar. Of these, a carboxyvinyl polymer is particularly favorable. Commercially available carboxyvinyl polymers include the “Synthalen” series (3-V, made by Sigma of Italy), the “Carbopol” series (made by B.F. Goodrich of the U.S.), and “Hiviswako” (made by Wako Pure Chemicals). Component (c) can consist of a single compound or a combination of two or more types.
- the amount in which component (c) is contained in the present invention is preferably 0.05 to 3 weight %, with 0.1 to 2 weight % being particularly favorable. Keeping the component (c) content within the above range facilitates rinsing, which was a drawback to conventional cream formulations containing cationic polymers, and particularly when this composition is used as a first agent, the above range prevents the first agent from remaining on the hair, so the chemical of the second agent can fully penetrate into the hair and the desired perm (such as a bouncy perm) can be obtained more effectively. This also prevents dripping when the composition is applied.
- Component (d) is one or more types of reducing agent or oxidant.
- the reducing agent there are no particular restrictions on the reducing agent as long as it is one commonly used for permanent waving agents, but examples include thioglycolic acid, thioglycolates, cysteine, cysteine hydrochloride, N-acetylcysteine, thiolactic acid, thiolactates, and other such mercapto compounds, sulfites, thiosulfates, and hydrogensulfites. Of these, thioglycolic acid, thioglycolates, sulfites, cysteine, and so forth are preferable.
- the oxidant there are no particular restrictions on the oxidant as long as it is one commonly used for permanent waving agents, but examples include hydrogen peroxide, alkali metal salts of bromic acid such as sodium bromate or potassium bromate, and alkali metal salts of perboric acid or persulfuric acid such as sodium perborate or sodium persulfate. Particularly, hydrogen peroxide, sodium bromate, potassium bromate, or the like is favorable.
- the composition of the present invention is mainly used as a first agent, such as a permanent waving agent or hair straightener (straight perming agent).
- the second agent can be any known second agent whose main component is an oxidant.
- the oxidants listed above can be used favorably as this oxidant, but this list is not, of course, intended to be comprehensive.
- the amount in which these reducing agents are contained in the composition of the present invention should be 1 to 19 weight %. It is undesirable for the reducing agent content to be too low because the permanent waving effect or hair straightening effect may be inadequate, or for the reducing agent content to be too high because the hair may be damaged.
- the composition of the present invention is mainly used as a second agent, such as a hair straightener (straight perming agent).
- the first agent can be any known first agent whose main component is a reducing agent.
- the reducing agents listed above can be used favorably as this reducing agent, but this list is not, of course, intended to be comprehensive.
- This composition can also be used favorably for retexturizing agents such as kink straighteners or agents that prolong the effect of a straight perm.
- this oxidant is preferably contained in the composition of the present invention in an amount of 0.6 to 12 weight %. It is undesirable for the oxidant content to be too low because the permanent waving effect or hair straightening effect may be inadequate, or for the oxidant content to be too high because the hair may be damaged.
- composition of the present invention contains components (a) to (c) as essential components in addition to component (d), and if a novel gel base comprising component (a) and component (b) is used as the main component of a perming agent, and component (c) is added to this, the perming effect will be excellent even on damaged hair, an excellent usage feel will be obtained, and the resulting finish will be good.
- various components commonly used in cosmetics, pharmaceuticals, and so on can also be added as desired to the hair treatment composition of the present invention to the extent that the effect of the present invention is not compromised.
- examples of such components include oils, silicones, fatty acids, humectants, anionic surfactants other than component (a), nonionic surfactants, amphoteric surfactants, alkalies, acids, metal ion sequestering agents, hydrolyzed proteins, perfumes, and colorants.
- the present invention provides a hair treatment composition that does not drip off when applied, that is easy to rinse and wash away, that has an excellent feel during and after rinsing, and that does not impair permanent hair treatment effects such as a waving effect, straightening effect, or retexturizing effect.
- each bundle of hair was wound around a rod while the above-mentioned sample (first agent) was worked into the hair in an amount equal to the weight of the hair bundle. Dripping at application was evaluated according to the criteria given below.
- the hair was left wound around the rod for 15 minutes, after which it was rinsed with water.
- the ease of rinsing here was evaluated according to the criteria given below.
- the hair was then dried with a towel, after which it was coated with a second agent for permanent waving containing the components listed below, in an amount equal to the weight of the hair bundle, and was left for 15 minutes.
- the rod was then removed and the hair rinsed with water, and the bounce of the wave and the finished feel after treatment were evaluated according to the criteria given below.
- Part of the ion exchange water and 0.5 g of Synthalen KTM were agitated at room temperature (20 to 25° C.) (this mixture will hereinafter be referred to as A).
- Part of the ion exchange water, 1.8 g of ammonium thioglycolate (50%), 1.0 g of hydroxyethanediphosphonic acid (60%), and 3.5 g of cysteine were agitated and mixed at room temperature (20 to 25° C.) (this mixture will hereinafter be referred to as B).
- the combined amount of component (a) and component (b) in the composition of Example 11 was 5.0 weight %, and the molar ratio of component (b) to component (a) was 5.5.
- the combined amount of component (a) and component (b) in the composition of Example 12 was 5.0 weight %, and the molar ratio of component (b) to component (a) was 5.5.
- the combined amount of component (a) and component (b) in the composition of Example 13 was 7.0 weight %, and the molar ratio of component (b) to component (a) was 5.2.
- Component weight % ion exchange water balance ammonium thioglycolate (50%) 10.0 monoethanolamine thioglycolate (50%) 10.0 ammonium dithioglycolate (40%) 8.0 pentasodium diethylenetriaminepentaacetate 1.0 alkali (aqueous ammonia:monoethanolamine 1:1) as needed (to adjust to pH of 9) sodium steroylmethyltaurine 1.5 debrominated cetanol 2.0 behenyl alcohol 3.5 nonionic surfactant (Emalex 120 TM) 1.0 ester oil 3.0 anionic surfactant (Synthalen K TM) 0.5 aminopropyldimethicone 2.0 dimethicone 2.0 dynamite glycerine 10.0 hydrolyzed silk 0.1 hydrolyzed wheat 0.1 perfume as needed
- the combined amount of component (a) and component (b) in the composition of Example 14 was 7.0 weight %, and the molar ratio of component (b) to component (a) was 5.2.
- the combined amount of component (a) and component (b) in the composition of Example 16 was 5.0 weight %, and the molar ratio of component (b) to component (a) was 5.5.
- the combined amount of component (a) and component (b) in the composition of Example 17 was 6.2 weight %, and the molar ratio of component (b) to component (a) was 6.3.
- the combined amount of component (a) and component (b) in the composition of Example 18 was 6.2 weight %, and the molar ratio of component (b) to component (a) was 6.3.
- the combined amount of component (a) and component (b) in the composition of Example 19 was 8.8 weight %, and the molar ratio of component (b) to component (a) was 6.4.
- the combined amount of component (a) and component (b) in the composition of Example 20 was 8.8 weight %, and the molar ratio of component (b) to component (a) was 6.4.
- the present invention provides a hair treatment composition that does not drip off when applied, that is easy to rinse and wash away, that has an excellent feel during and after rinsing, and that does not impair permanent hair treatment effects such as a waving effect, straightening effect, or retexturizing effect.
Abstract
The present invention pertains to a hair treatment composition that contains (a) a specific long-chain acylsulfonate type of anionic surfactant (such as an N-stearoyl-N-methyltaurine salt), (b) a higher alcohol, (c) an anionic polymer, and (d) a reducing agent or an oxidant, in which the combined amount of component (a) and component (b) is 0.5 to 10 weight %, and the molar ratio of component (b) to component (a) is 2 to 10, and provides a hair treatment composition that does not drip off when applied, that is easy to rinse and wash away, that has an excellent feel during and after rinsing, and that does not impair permanent hair treatment effects such as a waving effect, straightening effect, or retexturizing effect.
Description
- This application is a Division of application Ser. No. 10/518,047 filed Jul. 15, 2005 which is a U.S. National Stage of PCT/JP2003/007818 filed on Jun. 23, 2003 which claims priority to Japanese application 2002-180217 filed Jun. 20, 2002, which applications are incorporated herein by reference,
- This invention relates to a hair treatment composition, and more particularly relates to a hair treatment composition that can be used favorably for permanent waving (“perming”) agents, hair straightening agents used in straight perms and the like, or retexturizing agents which are used on human head hair, such as those that are a cold two-part type, a hot two-part type, a two-part type that heats up when mixed at the time of use, and so forth.
- A typical method used in the past to give hair a wave or to apply a straight perm was to break up the cystine bonds of hair keratin by using a first agent whose main component was a reducing agent such as a thioglycolate or cysteine, and then reform the cystine bonds with a second agent whose main component was an oxidant such as bromate of hydrogen peroxide. Because this hair treatment involved oxidation and reduction, the permed hair was prone to damage, dry or rough, and lacked smoothness. Hair that has been damaged, whether by perming or other repeated chemical treatment such as hair coloring or bleaching, or by the physical effects of a dryer or the like, by UV rays, or the like does not feel good to the touch, and instead feels dry or stiff, and also lacks sheen.
- When hair in such a damaged state is to be waved, a cationic cream type of first agent has come to be used frequently because it leaves the hair with a softer feel.
- However, a cationic cream type of first agent is readily adsorbed by the hair, which means that it takes a long time to rinse out the first agent in the intermediate rinse (when the first agent is washed out with the hair still wound around rods), or the first agent is not completely washed out and hinders the penetration of the second agent into the hair in the next step, which results in problems such as the resulting hair being flat, with no bounce, or the perm being unevenly applied.
- A cream base itself adheres well to the hair and is used in perming (both wave and straight types), but if the cream is adjusted to a high enough viscosity that it will not drip off when applied, it takes a long time for the chemical to penetrate into the hair, or the hair absorbs too much of the moisture from the cream while the cream is left on (the cream is left on for a specific time after being applied to the hair), so that the cream dries out and loses most of its original perming effect, or damages the hair.
- It is an object of the present invention to solve the above problems encountered with prior art, and to provide a hair treatment composition that does not drip off when applied, that is easy to rinse out, that has an excellent feel during and after rinsing, and that does not hinder the perming effect, such as the waving effect, straightening effect, or retexturizing effect.
- Specifically, to solve the stated problem, the present invention provides a hair treatment composition, comprising (a) a long-chain acylsulfonate type of anionic surfactant expressed by the following General Formula I:
-
R1CO—X—(CH2)nSO3M1 (I) - (wherein R1CO— is a saturated or unsaturated fatty acid residue (acyl group) with an average carbon number of 10 to 22; X is —O— or —NR— (wherein R is a hydrogen atom or an alkyl group with a carbon number of 1 to 3); M1 is a hydrogen atom, an alkali metal, an alkaline earth metal, ammonium, or an organic amine; and n is an integer from 1 to 3), (b) a higher alcohol, (c) an anionic polymer, and (d) a reducing agent or an oxidant, wherein the combined amount of component (a) and component (b) is 0.5 to 10 weight %, and the molar ratio of component (b) to component (a) is 2 to 8.
- The present invention will now be described in detail.
- In the present invention, the long-chain acylsulfonate type of anionic surfactant serving as component (a) is expressed by the following General Formula I:
-
R1CO—X—(CH2)nSO3M1 (I) - In General Formula I, R1CO— is a saturated or unsaturated fatty acid residue (acyl group) with an average carbon number of 10 to 22, Examples of R1CO include C11H23CO, C12H25CO, C13H27CO, C14H29CO, C15H33CO, C16H33CO, C17H35CO, coconut fatty acid residues, and palm fatty acid residues. From standpoints such as safety, it is preferable for R1CO to have an average carbon number of 12 to 22.
- X is —O— or —NR— (wherein R is a hydrogen atom or an alkyl group with a carbon number of 1 to 31. These are electron-donating groups. X is preferably —O—, —NH—, or —N(CH3)—.
- M1 is a hydrogen atom, an alkaline earth metal, ammonium, or an organic amine. Examples of M1 include lithium, potassium, sodium, calcium, magnesium, ammonium, monoethanolamine, diethanolamine, triethanolamine, taurine sodium, and N-methyltaurine sodium.
- n is an integer from 1 to 3.
- Examples of compounds serving as component (a) in which X is —O— in the above General Formula I, that is, of long-chain acylisethionate type anionic surfactants, include cocoyl isethionates, steroyl isethionates, lauryl isethionates, and myristyl isethionates.
- Examples of compounds in which X is —NH— in the above General Formula I, that is, of long-chain acyltaurine salt type anionic surfactants, include N-lauroyltaurine salts, N-cocoyl-N-ethanoltaurine salts, N-myristoyltaurine salts, N-stearoyltaurine salts.
- Examples of compounds in which X is —N(CH3)— in the above General Formula I, that is, of long-chain acylmethyltaurine salt type anionic surfactants, include N-lauroyl-N-methyltaurine salts, N-palmitoyl-N-methyltaurine salts, N-steroyl-N-methyltaurine salts, and N-cocoyl-N-methyltaurine salts.
- Of these, it is particularly favorable for component (a) to be an N-steroyl-N-methyltaurine salt. Component (a) can be a single compound or a combination of two or more types.
- The higher alcohol serving as component (b) is preferably a higher alcohol with a carbon number of 12 to 22 having a linear or branched alkyl chain. Examples of component (b) include lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetosteryl alcohol, and other such straight-chain alcohols, and monostearyl glyceryl ether (batyl alcohol), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldecanol, and other such branched alcohols. Component (b) can be a single compound or a combination of two or more types.
- The combined amount of component (a) and component (b) in the composition of the present invention is 0.5 to 10 weight. If the combined amount of component (a) and component (b) is less than 0.5 weight, there will be a problem with dripping when the composition is applied, but if 10 weight % is exceeded the composition will be difficult to rinse out and it will be difficult to obtain a wave with good bounce.
- The ratio in which components (a) and (b) are contained is component (b)/component (a)=2 to 10 (molar ratio), and preferable 2 to 8 (molar ratio). If the molar ratio of component (b) to component (a) is less than 2, there will be problems with dripping, but if this molar ratio is over 10 the composition will be difficult to rinse out and it will be difficult to obtain a wave with good bounce.
- Examples of the anionic polymer serving as component (c) include sodium polyacrylate, sodium carboxymethyl cellulose, alkyl acrylate/methacrylate copolymers, acrylic resin emulsions, gum arabic, carrageenan, xanthan gum, polyacrylic acid emulsified mixtures, and agar. Of these, a carboxyvinyl polymer is particularly favorable. Commercially available carboxyvinyl polymers include the “Synthalen” series (3-V, made by Sigma of Italy), the “Carbopol” series (made by B.F. Goodrich of the U.S.), and “Hiviswako” (made by Wako Pure Chemicals). Component (c) can consist of a single compound or a combination of two or more types.
- The amount in which component (c) is contained in the present invention is preferably 0.05 to 3 weight %, with 0.1 to 2 weight % being particularly favorable. Keeping the component (c) content within the above range facilitates rinsing, which was a drawback to conventional cream formulations containing cationic polymers, and particularly when this composition is used as a first agent, the above range prevents the first agent from remaining on the hair, so the chemical of the second agent can fully penetrate into the hair and the desired perm (such as a bouncy perm) can be obtained more effectively. This also prevents dripping when the composition is applied.
- Component (d) is one or more types of reducing agent or oxidant.
- There are no particular restrictions on the reducing agent as long as it is one commonly used for permanent waving agents, but examples include thioglycolic acid, thioglycolates, cysteine, cysteine hydrochloride, N-acetylcysteine, thiolactic acid, thiolactates, and other such mercapto compounds, sulfites, thiosulfates, and hydrogensulfites. Of these, thioglycolic acid, thioglycolates, sulfites, cysteine, and so forth are preferable.
- There are no particular restrictions on the oxidant as long as it is one commonly used for permanent waving agents, but examples include hydrogen peroxide, alkali metal salts of bromic acid such as sodium bromate or potassium bromate, and alkali metal salts of perboric acid or persulfuric acid such as sodium perborate or sodium persulfate. Particularly, hydrogen peroxide, sodium bromate, potassium bromate, or the like is favorable.
- When one or more types of reducing agent are used as component (d), the composition of the present invention is mainly used as a first agent, such as a permanent waving agent or hair straightener (straight perming agent). In this case, the second agent can be any known second agent whose main component is an oxidant. The oxidants listed above can be used favorably as this oxidant, but this list is not, of course, intended to be comprehensive.
- When one or more types of reducing agent are thus used as component (d), the amount in which these reducing agents are contained in the composition of the present invention should be 1 to 19 weight %. It is undesirable for the reducing agent content to be too low because the permanent waving effect or hair straightening effect may be inadequate, or for the reducing agent content to be too high because the hair may be damaged.
- Meanwhile, when one or more types of oxidant are used as component (d), the composition of the present invention is mainly used as a second agent, such as a hair straightener (straight perming agent). In this case, the first agent can be any known first agent whose main component is a reducing agent. The reducing agents listed above can be used favorably as this reducing agent, but this list is not, of course, intended to be comprehensive. This composition can also be used favorably for retexturizing agents such as kink straighteners or agents that prolong the effect of a straight perm.
- When one or more types of oxidant are used as component (d), this oxidant is preferably contained in the composition of the present invention in an amount of 0.6 to 12 weight %. It is undesirable for the oxidant content to be too low because the permanent waving effect or hair straightening effect may be inadequate, or for the oxidant content to be too high because the hair may be damaged.
- The composition of the present invention contains components (a) to (c) as essential components in addition to component (d), and if a novel gel base comprising component (a) and component (b) is used as the main component of a perming agent, and component (c) is added to this, the perming effect will be excellent even on damaged hair, an excellent usage feel will be obtained, and the resulting finish will be good.
- In addition to the above-mentioned components (a) to (d), various components commonly used in cosmetics, pharmaceuticals, and so on can also be added as desired to the hair treatment composition of the present invention to the extent that the effect of the present invention is not compromised. Examples of such components include oils, silicones, fatty acids, humectants, anionic surfactants other than component (a), nonionic surfactants, amphoteric surfactants, alkalies, acids, metal ion sequestering agents, hydrolyzed proteins, perfumes, and colorants.
- There are no particular restrictions on the method for manufacturing the hair treatment composition of the present invention, and any standard method can be employed, but it is preferable to add component (d) and any other added components to components (a) to (c).
- The present invention provides a hair treatment composition that does not drip off when applied, that is easy to rinse and wash away, that has an excellent feel during and after rinsing, and that does not impair permanent hair treatment effects such as a waving effect, straightening effect, or retexturizing effect.
- The present invention will now be described in further detail through examples, but the present invention is not in any way limited by these examples. All added amounts are given as weight percentages unless otherwise specified.
- First agents (samples) for permanent waving were prepared from the components listed in Tables 1 to 5 below.
- Hair (20 cm long, weighing 10 g) which had been bleached for 1 hour was collected from Japanese women in their twenties. This hair was washed and dried and then bundled.
- These bundles of hair were evaluated by the following methods by 10 beauticians for ease of rinsing, dripping at application, bounce of wave, and finished feel.
- Specifically, each bundle of hair was wound around a rod while the above-mentioned sample (first agent) was worked into the hair in an amount equal to the weight of the hair bundle. Dripping at application was evaluated according to the criteria given below.
- The hair was left wound around the rod for 15 minutes, after which it was rinsed with water. The ease of rinsing here was evaluated according to the criteria given below.
- The hair was then dried with a towel, after which it was coated with a second agent for permanent waving containing the components listed below, in an amount equal to the weight of the hair bundle, and was left for 15 minutes.
-
-
Component weight % sodium bromate (20%) 35.0 benzoate 1.0 buffer (to adjust to pH of 6.5) as needed nonionic surfactant 0.5 amino-modified silicone 1.0 purified water balance - The rod was then removed and the hair rinsed with water, and the bounce of the wave and the finished feel after treatment were evaluated according to the criteria given below.
- These results are given in Tables 1 to 5.
- Evaluation Criteria
- {circle around (∘)}: at least 8 of 10 panelists answered “easy to rinse”
- ◯: 6 or 7 of 10 panelists answered “easy to rinse”
- Δ: 4 or 5 of 10 panelists answered “easy to rinse”
- ×: 3 or fewer of 10 panelists answered “easy to rinse”
- Evaluation Criteria
- {circle around (∘)}: at least 8 of 10 panelists answered “no dripping at application”
- ◯: 6 or 7 of 10 panelists answered “no dripping at application”
- Δ: 4 or 5 of 10 panelists answered “no dripping at application”
- Δ: 3 or fewer of 10 panelists answered “no dripping at application”
- Evaluation Criteria
- {circle around (∘)}: at least 8 of 10 panelists answered “wave had bounce”
- ◯: 6 or 7 of 10 panelists answered “wave had bounce”
- Δ: 4 or 5 of 10 panelists answered “wave had bounce”
- ×: 3 or fewer of 10 panelists answered “wave had bounce”
- Evaluation Criteria
- {circle around (∘)}: at least 8 of 10 panelists answered “felt good”
- ◯: 6 or 7 of 10 panelists answered “felt good”
- Δ: 4 or 5 of 10 panelists answered “felt good”
- ×: 3 or fewer of 10 panelists answered “felt good”
-
TABLE 1 Exam- Exam- Exam- Exam- Exam- ple 1 ple 2 ple 3 ple 4 ple 5 ion exchange water balance balance balance balance balance Cysteine 3.5 3.5 3.5 3.5 3.5 ammonium 1.8 1.8 1.8 1.8 1.8 thioglycolate (50%) ammonium thiolactate — — — — — (60%) sodium hydrogensulfite — — — — — Hydroxyethane- 1.0 1.0 1.0 1.0 1.0 diphosphonic acid (60%) alkali as as as as as (aqueous ammonia: needed needed needed needed needed monoethanol- amine = 1:1) (pH adjusted to 9) debrominated 0.8 0.8 0.45 2.0 0.6 cetanol behenyl alcohol — 2.0 — 5.0 2.0 sodium 0.6 0.5 0.15 2.2 0.7 steroylmethyltaurine anionic polymer 0.5 0.2 0.7 0.1 0.05 (Synthalen K ™) nonionic surfactant 1.0 1.0 1.0 1.0 1.0 (Emalex 120 ™) ester oil 2.0 2.0 2.0 2.0 2.0 dimethylpoly- 1.0 1.0 1.0 1.0 1.0 siloxane (20 cs) emulsified silicone — — — — — high-molecular weight — — — — — silicone perfume as as as as as needed needed needed needed needed [(b)/(a)] molar ratio 2.2 7.7 5.0 4.4 5.0 [(a) + (b)] content 1.4 3.3 0.6 9.2 3.3 Ease of rinsing ⊚ ⊚ ⊚ ◯ ⊚ Dripping at application ◯ ⊚ ⊚ ⊚ ◯ Bounce of wave ⊚ ⊚ ⊚ ◯ ⊚ Finished feel ⊚ ⊚ ⊚ ⊚ ⊚ -
TABLE 2 Exam- Exam- Exam- Exam- ple 6 ple 7 ple 8 ple 9 ion exchange water balance balance balance balance cysteine 3.5 — — 0.5 ammonium 1.8 13.5 — — thioglycolate (50%) ammonium thiolactate — — 10.0 — (60%) sodium hydrogensulfite — — — 4.0 hydroxyethane- 1.0 0.5 0.5 0.05 diphosphonic acid (60%) alkali as as as as (aqueous ammonia: needed needed needed needed monoethanol- amine = 1:1) (pH adjusted to 9) debrominated 0.25 0.25 0.25 1.2 cetanol behenyl alcohol 0.5 0.5 0.5 — sodium 0.2 0.2 0.2 0.5 steroylmethyltaurine anionic polymer 1.85 0.5 0.5 0.3 (Synthalen K ™) nonionic surfactant 1.0 1.0 1.0 1.5 (Emalex 120 ™) ester oil 2.0 2.0 2.0 2.0 dimethylpoly- 1.0 1.0 1.0 1.0 siloxane (20 cs) emulsified silicone — — 1.0 — high-molecular weight — — — 2.0 silicone perfume as as as as needed needed needed needed [(b)/(a)] molar ratio 5.2 5.2 5.2 4.0 [(a) + (b)] content 0.95 0.95 0.95 1.7 Ease of rinsing ◯ ⊚ ⊚ ⊚ Dripping at application ⊚ ⊚ ⊚ ⊚ Bounce of wave ◯ ⊚ ⊚ ⊚ Finished feel ⊚ ⊚ ⊚ ⊚ -
TABLE 3 Compar- Compar- Compar- Compar- ative ative ative ative Example 1 Example 2 Example 3 Example 4 ion exchange water balance balance balance balance cysteine 3.5 3.5 3.5 3.5 ammonium 1.8 1.8 1.8 1.8 thioglycolate (50%) hydroxyethane 1.0 1.0 1.0 1.0 diphosphonate (60%) alkali as as as as (aqueous ammonia: needed needed needed needed monoethanol- amine = 1:1) (pH adjusted to 9) debrominated 2.2 2.2 1.2 1.2 cetanol behenyl alcohol — — 0.9 0.9 stearyltrimethyl- 0.8 0.8 — — ammonium chloride (80%) behenyltrimethyl- — — 0.7 0.7 ammonium chloride (80%) cationic polymer 3.0 — 3.0 — (Merquat 550 ™) cationic polymer — 1.5 — 1.5 (Merquat 100 ™) nonionic surfactant 1.0 1.0 1.0 1.0 (Emalex 120 ™) ester oil 2.0 2.0 2.0 2.0 dimethylpoly- 1.0 1.0 1.0 1.0 siloxane (20 cs) high-molecular amino- — — — — modified silicone perfume as as as as needed needed needed needed Ease of rinsing X X X X Dripping at application X X X X Bounce of wave Δ Δ X X Finished feel ⊚ ⊚ ⊚ ⊚ -
TABLE 4 Compar- Compar- Compar- ative ative ative Example 5 Example 6 Example 7 ion exchange water balance balance balance cysteine 3.5 3.5 5.0 ammonium 1.8 1.8 1.8 thioglycolate (50%) hydroxyethane 1.0 1.0 1.0 diphosphonate (60%) alkali as as as (aqueous ammonia: needed needed needed monoethanol- amine = 1:1) (pH adjusted to 9) debrominated 4.2 4.2 2.2 cetanol behenyl alcohol 2.0 2.0 — stearyltrimethyl- 1.8 — 0.8 ammonium chloride (80%) behenyltrimethyl- — 1.8 — ammonium chloride (80%) cationic polymer 2.5 2.5 3.0 (Merquat 550 ™ cationic polymer — — — (Merquat 100 ™) nonionic surfactant 1.0 1.0 1.0 (Emalex 120 ™) ester oil 2.0 2.0 2.0 dimethylpoly- — — 1.0 siloxane (20 cs) high-molecular amino- 0.5 0.5 — modified silicone perfume as as as needed needed needed Ease of rinsing X X X Dripping at application Δ Δ X Bounce of wave X X Δ Finished feel ⊚ ⊚ ⊚ -
TABLE 5 Compar- Compar- Compar- Compar- Compar- ative ative ative ative ative Example 10 Example 8 Example 9 Example 10 Example 11 ion exchange water balance balance balance balance balance cysteine 3.5 3.5 3.5 3.5 3.5 ammonium 1.8 1.8 1.8 1.8 1.8 thioglycolate (50%) hydroxyethane 1.0 1.0 1.0 1.0 1.0 diphosphonate (60%) alkali as as as as as (aqueous ammonia: needed needed needed needed needed monoethanol- amine = 1:1) (pH adjusted to 9) debrominated 0.8 0.4 0.2 3.0 2.0 cetanol behenyl alcohol 1.6 1.0 0.1 6.0 0.2 sodium 0.4 1.0 0.1 2.0 0.6 steroylmethyltaurine anionic polymer 0.2 0.2 0.2 0.2 — (Synthalen K ™) nonionic surfactant 1.0 1.0 1.0 1.0 1.0 (Emalex 120 ™) ester oil 2.0 2.0 2.0 2.0 2.0 dimethylpoly- 1.0 1.0 1.0 1.0 1.0 siloxane (20 cs) perfume as as as as as needed needed needed needed needed [(b)/(a)] molar ratio 8.4 1.9 4.6 6.3 5.9 [(a) + (b)] content 2.8 2.4 0.4 11.0 2.8 Ease of rinsing ⊚ ⊚ ⊚ X ⊚ Dripping at application ⊚ X X ⊚ X Bounce of wave ⊚ ⊚ ⊚ Δ ⊚ Finished feel ⊚ ⊚ ⊚ ⊚ ⊚ - Representative examples are given below of specific methods for preparing the hair treatment composition pertaining to the present invention for Example 1 in Table 1.
- Part of the ion exchange water and 0.5 g of Synthalen K™ were agitated at room temperature (20 to 25° C.) (this mixture will hereinafter be referred to as A). Part of the ion exchange water, 1.8 g of ammonium thioglycolate (50%), 1.0 g of hydroxyethanediphosphonic acid (60%), and 3.5 g of cysteine were agitated and mixed at room temperature (20 to 25° C.) (this mixture will hereinafter be referred to as B).
- Next, 0.8 g of debrominated cetanol, 0.6 g of sodium steroylmethyltaurine, 1.0 g of Emalex 120™, 2.0 g of ester oil, and 1,0 g of dimethylpolysiloxane (20 Cs) were melted at 80 to 85° C. and then mixed at 70° C. (this mixture will hereinafter be referred to as C). C was gently added to the A prepared previously, and the system was emulsified at low speed in a homomixer. After this composition was cooled to 35° C., B was added, then a suitable amount of perfume was added, and a suitable amount of alkali (ammonia:monoethanolamine=1:1) was added to adjust the pH to 9. The system was agitated at high speed in a homomixer under reduced pressure and at 30 to 32° C., and then deaerated to obtain the targeted composition.
-
-
Component weight % ion exchange water balance ammonium thioglycolate (50%) 13.0 hydroxyethandiphosphonic acid (60%) 1.0 alkali (aqueous ammonia:monoethanolamine = 1:1) as needed (to adjust to pH of 9) sodium steroylmethyltaurine 1.0 debrominated cetanol 1.2 behenyl alcohol 2.8 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 3.0 anionic surfactant (Synthalen K ™) 0.8 dimethylpolysiloxane (20 cs) 2.0 dipropylene glycol 1.0 propylene glycol 1.0 soy extract 0.1 hydrolyzed soy 0.1 perfume as needed - The combined amount of component (a) and component (b) in the composition of Example 11 was 5.0 weight %, and the molar ratio of component (b) to component (a) was 5.5.
-
-
Component weight % ion exchange water balance ammonium thioglycolate (50%) 6.5 monoethanolamine thioglycolate (50%) 6.5 ammonium dithioglycolate (40%) 1.0 hydroxyethandiphosphonic acid (60%) 1.0 alkali (aqueous ammonia:monoethanolamine = 1:1) as needed (to adjust to pH of 9) sodium steroylmethyltaurine 1.0 debrominated cetanol 1.2 behenyl alcohol 2.8 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 3.0 anionic surfactant (Synthalen K ™) 0.7 dimethylpolysiloxane (20 cs) 2.0 dipropylene glycol 3.0 hydrolyzed keratin 0.1 hydrolyzed collagen 0.1 perfume as needed - The combined amount of component (a) and component (b) in the composition of Example 12 was 5.0 weight %, and the molar ratio of component (b) to component (a) was 5.5.
-
-
Component weight % ion exchange water balance ammonium thioglycolate (50%) 20.0 ammonium dithioglycolate (40%) 8.0 hydroxyethandiphosphonic acid (60%) 1.0 alkali (aqueous ammonia:monoethanolamine = 1:1) as needed (to adjust to pH of 9) sodium steroylmethyltaurine 1.5 debrominated cetanol 2.0 behenyl alcohol 3.5 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 3.0 anionic surfactant (Synthalen K ™) 0.6 aminopropyldimethicone 1.0 dimethicone 1.0 dynamite glycerine 6.0 hydrolyzed quaternary keratin 0.1 hydrolyzed quaternary collagen 0.1 perfume as needed - The combined amount of component (a) and component (b) in the composition of Example 13 was 7.0 weight %, and the molar ratio of component (b) to component (a) was 5.2.
-
-
Component weight % ion exchange water balance ammonium thioglycolate (50%) 10.0 monoethanolamine thioglycolate (50%) 10.0 ammonium dithioglycolate (40%) 8.0 pentasodium diethylenetriaminepentaacetate 1.0 alkali (aqueous ammonia:monoethanolamine = 1:1) as needed (to adjust to pH of 9) sodium steroylmethyltaurine 1.5 debrominated cetanol 2.0 behenyl alcohol 3.5 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 3.0 anionic surfactant (Synthalen K ™) 0.5 aminopropyldimethicone 2.0 dimethicone 2.0 dynamite glycerine 10.0 hydrolyzed silk 0.1 hydrolyzed wheat 0.1 perfume as needed - The combined amount of component (a) and component (b) in the composition of Example 14 was 7.0 weight %, and the molar ratio of component (b) to component (a) was 5.2.
-
-
Component weight % ion exchange water balance cysteine 1.5 monoethanolamine thioglycolate (50%) 18.0 ammonium dithioglycolate (40%) 6.0 pentasodium diethylenetriaminepentaacetate 1.0 alkali (aqueous ammonia:monoethanolamine = 1:1) as needed (to adjust to pH of 9) sodium steroylmethyltaurine 1.5 debrominated cetanol 2.0 behenyl alcohol 3.5 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 3.0 anionic surfactant (Synthalen K ™) 0.4 aminopropyldimethicone 2.0 dimethicone 2.0 methylsiloxane emulsion 1.0 dynamite glycerine 5.0 dipropylene glycol 3.0 hydrolyzed quaternary silk 0.1 hydrolyzed quaternary wheat 0.1 perfume as needed - The combined amount of component (a) and component (b) in the composition of Example 15 was 7.0 weight %, and the molar ratio of component (b) to component (a) was 5.2.
-
-
Component weight % ion exchange water balance ammonium thiolactate (50%) 9.0 monoethanolamine thiolactate (50%) 9.0 pentasodium diethylenetriaminepentaacetate 1.0 alkali (aqueous ammonia:monoethanolamine = 1:1) as needed (to adjust to pH of 9) sodium steroylmethyltaurine 1.0 debrominated cetanol 1.2 behenyl alcohol 2.8 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 3.0 anionic surfactant (Synthalen K ™) 0.6 dimethylpolysiloxane (20 cs) 2.0 dynamite glycerine 2.0 dipropylene glycol 2.0 honey extract 0.1 royal jelly 0.1 perfume as needed - The combined amount of component (a) and component (b) in the composition of Example 16 was 5.0 weight %, and the molar ratio of component (b) to component (a) was 5.5.
-
-
Component weight % ion exchange water balance sodium bromate 6.0 phosphoric acid buffer as needed (to adjust to pH of 6.5) benzoate 0.5 hydroxyethandiphosphonic acid (60%) 0.5 sodium steroylmethyltaurine 1.2 debrominated cetanol 3.0 behenyl alcohol 2.0 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 2.5 anionic surfactant (Synthalen K ™) 0.6 dimethylpolysiloxane (20 cs) 2.0 aminopropyldimethicone 4.0 green tea extract 0.1 - The combined amount of component (a) and component (b) in the composition of Example 17 was 6.2 weight %, and the molar ratio of component (b) to component (a) was 6.3.
-
-
Component weight % ion exchange water balance sodium bromate 10.0 phosphoric acid buffer as needed (to adjust to pH of 6.5) benzoate 0.5 hydroxyethandiphosphonic acid (60%) 0.5 sodium steroylmethyltaurine 1.2 debrominated cetanol 3.0 behenyl alcohol 2.0 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 2.5 anionic surfactant (Synthalen K ™) 0.6 dimethylpolysiloxane (20 cs) 2.0 aminopropyldimethicone 4.0 green tea extract 0.1 - The combined amount of component (a) and component (b) in the composition of Example 18 was 6.2 weight %, and the molar ratio of component (b) to component (a) was 6.3.
-
-
Component weight % ion exchange water balance hydrogen peroxide (50%) 5.0 phosphoric acid buffer as needed (to adjust to pH of 4.0) pentasodium diethylenetriaminepentaacetate 0.5 sodium steroylmethyltaurine 1.8 debrominated cetanol 7.0 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 2.5 anionic surfactant (Synthalen K ™) 0.8 dimethicone 2.5 methylsiloxane emulsion 2.5 dipropylene glycol 0.1 cyclodextrin 0.1 - The combined amount of component (a) and component (b) in the composition of Example 19 was 8.8 weight %, and the molar ratio of component (b) to component (a) was 6.4.
-
-
Component weight % ion exchange water balance hydrogen peroxide (50%) 7.0 phosphoric acid buffer as needed (to adjust to pH of 4.0) pentasodium diethylenetriaminepentaacetate 0.5 sodium steroylmethyltaurine 1.8 debrominated cetanol 7.0 nonionic surfactant (Emalex 120 ™) 1.0 ester oil 2.5 anionic surfactant (Synthalen K ™) 0.8 dimethicone 2.5 methylsiloxane emulsion 2.5 dipropylene glycol 0.1 cyclodextrin 0.1 - The combined amount of component (a) and component (b) in the composition of Example 20 was 8.8 weight %, and the molar ratio of component (b) to component (a) was 6.4.
- As detailed above, the present invention provides a hair treatment composition that does not drip off when applied, that is easy to rinse and wash away, that has an excellent feel during and after rinsing, and that does not impair permanent hair treatment effects such as a waving effect, straightening effect, or retexturizing effect.
Claims (4)
1-6. (canceled)
7. A method for treating hair for a permanent wave or straightening, comprising:
providing a first agent composition to hair to be treated, wherein the first agent composition comprises:
(a) a long-chain acylsulfonate anionic surfactant expressed by following formula (I):
R1CO—X—(CH2)nSO3M1 (I),
R1CO—X—(CH2)nSO3M1 (I),
wherein R1CO— is a saturated or unsaturated fatty acid residue (acyl group) with an average carbon number of 10 to 22,
X is —O— or —NR—, wherein R is a hydrogen atom or an alkyl group with a carbon number of 1 to 3,
M1 is a hydrogen atom, an alkali metal, an alkaline earth metal, ammonium, or an organic amine, and
n is an integer from 1 to 3;
(b) a higher alcohol;
(c) an anionic polymer; and
(d) a reducing agent,
wherein a combined amount of the component (a) and the component (b) is 0.5 to 10 weight % relative to weight of the first agent composition, and
a molar ratio of the component (b) relative to the component (a) is 2 to 10,
rinsing the first agent composition out from the hair to be treated,
providing a second agent composition to the hair to be treated, wherein the second agent composition comprises an oxidant as a main component; and
rinsing the second agent composition out from the hair to be treated,
wherein the step of providing the first agent composition is carried out before the step of providing the second agent composition.
8. The method according to claim 7 , wherein the component (c) is contained in the first agent composition in an amount of 0.05 to 3 weight % relative to the weight of the first agent.
9. The method according to claim 7 , wherein the component (d) is contained in the first agent composition in an amount of 1 to 19 weight %% relative to the weight of the first agent.
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US10/518,047 US20060013795A1 (en) | 2002-06-20 | 2003-06-19 | Composition for hair treatment |
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EP1782788A4 (en) * | 2004-07-08 | 2011-06-08 | Kao Corp | Reducing composition for permanent wave treatment or straight permanent treatment |
KR100839723B1 (en) * | 2006-03-21 | 2008-06-19 | 애경산업(주) | A hair conditioning composition |
AU2013270447B2 (en) * | 2006-08-10 | 2016-10-13 | Onspira Therapeutics, Inc. | Localized therapy of lower airways inflammatory disorders with proinflammatory cytokine inhibitors |
EP2068889B1 (en) | 2006-08-10 | 2019-10-23 | Roy C. Levitt | Anakinra for use in the treatment of bronchiolitis obliterans syndrome |
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FR2911272B1 (en) * | 2007-01-12 | 2009-03-06 | Oreal | REDUCING COMPOSITION INTENDED FOR USE IN A PROCESS FOR PERMANENTLY DEFORMING KERATIN FIBERS COMPRISING CYSTEINE AND THIOLACTIC ACID OR ONE OF THEIR SALTS |
KR100900011B1 (en) | 2007-09-05 | 2009-05-29 | 조점화 | natural plants extracts for curl wave |
JP5761838B2 (en) * | 2008-01-25 | 2015-08-12 | 株式会社 資生堂 | Oil-in-water emulsified hair conditioner |
JP5544071B2 (en) * | 2008-05-30 | 2014-07-09 | ホーユー株式会社 | Emulsified hair cosmetic composition |
US8357356B2 (en) * | 2008-06-19 | 2013-01-22 | Aveda Corporation | Stabilized hydrogen peroxide compositions and methods |
CN102038614A (en) * | 2009-10-26 | 2011-05-04 | 上海兴博隆精细化工有限公司 | Application of dipropylene glycol and ester compounds thereof to hair perming and dyeing products |
DE102009047528A1 (en) * | 2009-12-04 | 2011-06-09 | Henkel Ag & Co. Kgaa | Use of ester oil in permanent hair shaping processes |
CN102008424B (en) * | 2010-12-17 | 2012-05-23 | 广州温雅日用化妆品有限公司 | Gel hair straightening agent |
DE102010063518A1 (en) * | 2010-12-20 | 2012-06-21 | Henkel Ag & Co. Kgaa | Methods and compositions for smoothing keratin-containing fibers |
KR101751015B1 (en) * | 2015-08-21 | 2017-07-11 | 전병문 | Cystine binding inducer Of Hair For Hair Perm Formation Comprising Hydrogen Water And Method Of Hair Perm Formation Using The Same |
WO2018052146A1 (en) * | 2016-09-16 | 2018-03-22 | 株式会社 資生堂 | Composition and product |
US11426344B2 (en) | 2017-03-25 | 2022-08-30 | Salon Commodities, Inc. | Methods and compositions for straightening hair |
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KR940001004A (en) * | 1992-06-22 | 1994-01-10 | 시모야마 도시로오 | Digitizer Signal Processing Circuit of Laser Scanning System |
JP3148365B2 (en) * | 1992-06-29 | 2001-03-19 | 花王株式会社 | Keratinous fiber modifier kit |
NO306629B1 (en) * | 1997-12-05 | 1999-11-29 | Offshore Shuttle As | Tube node for a larger and smaller tube in a framework and method for producing the same |
JP2000264821A (en) * | 1999-03-16 | 2000-09-26 | Shiseido Co Ltd | Composition for permanent wave or correcting curly hair |
JP2001213737A (en) * | 2001-03-12 | 2001-08-07 | Sanei Kagaku Kk | Composition for compounding hair treatment agent, and hair treatment agent |
US6486105B1 (en) * | 2001-03-30 | 2002-11-26 | L'oreal S.A. | Heat activated durable conditioning compositions comprising C3 to C5 monosaccharides, and methods for using same |
US7597880B2 (en) * | 2003-02-24 | 2009-10-06 | L'oreal | Multimineral no-mix relaxer |
-
2002
- 2002-06-20 JP JP2002180217A patent/JP4133017B2/en not_active Expired - Fee Related
-
2003
- 2003-06-19 US US10/518,047 patent/US20060013795A1/en not_active Abandoned
- 2003-06-19 WO PCT/JP2003/007818 patent/WO2004000251A1/en active Application Filing
- 2003-06-19 CN CNB031786103A patent/CN1293858C/en not_active Expired - Fee Related
- 2003-06-20 TW TW092116867A patent/TW200410723A/en not_active IP Right Cessation
- 2003-06-20 KR KR1020030040052A patent/KR100968134B1/en active IP Right Grant
-
2012
- 2012-03-13 US US13/418,892 patent/US20120174940A1/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002064821A (en) * | 2000-06-06 | 2002-02-28 | Office Noa:Kk | Method for compressing dynamic image information and its system |
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WO2004000251A1 (en) | 2003-12-31 |
CN1293858C (en) | 2007-01-10 |
TWI324071B (en) | 2010-05-01 |
JP2004018509A (en) | 2004-01-22 |
JP4133017B2 (en) | 2008-08-13 |
KR100968134B1 (en) | 2010-07-07 |
US20060013795A1 (en) | 2006-01-19 |
CN1475200A (en) | 2004-02-18 |
TW200410723A (en) | 2004-07-01 |
KR20030097716A (en) | 2003-12-31 |
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